Discovery of non-covalent dipeptidyl peptidase IV inhibitors which induce a conformational change in the active site

Bioorg Med Chem Lett. 2007 Mar 15;17(6):1765-8. doi: 10.1016/j.bmcl.2006.12.074. Epub 2006 Dec 24.

Abstract

A series of non-covalent inhibitors of the serine protease dipeptidyl peptidase IV (DPP-IV) were found to adopt a U-shaped binding conformation in X-ray co-crystallization studies. Remarkably, Tyr547 undergoes a 70 degrees side-chain rotation to accommodate the inhibitor and allows access to a previously unexposed area of the protein backbone for hydrogen bonding.

MeSH terms

  • Animals
  • Binding Sites
  • Computer Simulation
  • Crystallography, X-Ray
  • Dipeptidyl Peptidase 4 / blood
  • Dipeptidyl-Peptidase IV Inhibitors*
  • Drug Evaluation, Preclinical
  • Hydrogen Bonding
  • Male
  • Models, Molecular
  • Molecular Conformation
  • Protease Inhibitors / chemical synthesis*
  • Protease Inhibitors / chemistry
  • Protease Inhibitors / pharmacology*
  • Rats
  • Rats, Wistar
  • Spectrometry, Fluorescence

Substances

  • Dipeptidyl-Peptidase IV Inhibitors
  • Protease Inhibitors
  • Dipeptidyl Peptidase 4